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Our top choices for Wailuku 5-star hotels

Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (1000)
"Beautiful property, efficient staff, truly a wonderful stay "
Canada
Angela
The price is 19.909.350 ₫
23.485.469 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Four Seasons Resort Maui at Wailea

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
Wailea
8.8 out of 10, Excellent, (1001)
"Awesome place to stay with kids "
United States
Sandeep
The price is 17.012.605 ₫
21.779.295 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Grand Wailea Maui, A Waldorf Astoria Resort

Fairmont Kea Lani Maui

Fairmont Kea Lani Maui
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1003)
"Beautiful amenities and friendly staff! "
United States
Laura
The price is 20.598.925 ₫
25.854.207 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Fairmont Kea Lani Maui

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua
5.0 star property
Kapalua
9.0 out of 10, Wonderful, (1002)
"Amenities were great. Wonderful stay!"
United States
Joseph
The price is 18.423.543 ₫
23.442.821 ₫ total
includes taxes & fees
12 Dec - 13 Dec
The Ritz-Carlton Maui, Kapalua

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only
5.0 star property
Wailea
9.4 out of 10, Exceptional, (1001)
"Great"
United States
Joseph
The price is 22.377.093 ₫
27.960.824 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Hotel Wailea, Relais & Chateaux - Adults Only

Montage Kapalua Bay

Montage Kapalua Bay
5.0 star property
Lahaina
9.6 out of 10, Exceptional, (204)
"We used Spa, expedia mentioned there is 20% discount and we didn't get it"
United States
Ronak
The price is 29.007.000 ₫
37.296.789 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Montage Kapalua Bay

Ho‘olei Villas at Grand Wailea

Ho‘olei Villas at Grand Wailea
5.0 star property
Wailea
9.6 out of 10, Exceptional, (44)
"Perfect for Families. Quite spacious and great for a relaxing Family vacation."
United States
Leslie
The price is 47.271.279 ₫
57.826.724 ₫ total
includes taxes & fees
7 Jan - 8 Jan 2026
Ho‘olei Villas at Grand Wailea

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
10.0 out of 10, Exceptional, (1)
"I had a wonderful stay here! The location is perfect, right by a peaceful beach that made the whole experience incredibly relaxing. I stayed in the bungalows, which were amazing—spacious, comfortable, and not crowded at all. The atmosphere felt private and serene. The staff were outstanding—friendly, attentive, and always ready to help. Their hospitality truly made the stay special. Overall, this is the ideal place if you’re looking for relaxation, great service, and a beautiful setting."
United States
Karina Soto
The price is 8.012.528 ₫
10.850.769 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Royal Lahaina Bungalows & Spa

Fairmont Kea Lani Maui Villa Experience

Fairmont Kea Lani Maui Villa Experience
5.0 star property
Wailea
9.8 out of 10, Exceptional, (6)
"It’s a decent hotel to stay for the family."
United States
Sze Wai
The price is 80.138.430 ₫
96.081.078 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Fairmont Kea Lani Maui Villa Experience

2 2 Oceanview Modern Resort Vistas

2 2 Oceanview Modern Resort Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (5)
"This condo was great! Great ocean views, and the beach was beautiful! The condo owners thought of everything!"
United States
Jarrod
2 2 Oceanview Modern Resort Vistas

Wailea Luxury Hilltop Resort Vistas

Wailea Luxury Hilltop Resort Vistas
5.0 star property
Wailea
10.0 out of 10, Exceptional, (2)
"very nice place and location 🤗"
United States
Maryna
Wailea Luxury Hilltop Resort Vistas

Oceanfront Kihei Paradise Vistas

Oceanfront Kihei Paradise Vistas
5.0 star property
Central Kihei
10.0 out of 10, Exceptional, (2)
"This property was clean, quiet, and had excellent security. The barbecue grill was easy to use. They had sandless beach towels, which worked so well. The view was beautiful! I want to go again next year. "
United States
Mae
Oceanfront Kihei Paradise Vistas

Centrally Located Elegant Vistas

Centrally Located Elegant Vistas
5.0 star property
South Kihei
10.0 out of 10, Exceptional, (1)
"Love this Kihei home! Centrally located! It is very clean. We love that they have beach chairs and towels on hand. Overall great experience stay!"
United States
Edwin
Centrally Located Elegant Vistas

KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203
2.5 star property
Kapalua
KBM Resorts Free CAR Luxury Oceanfront Villa at Montage Kapalua Bay Private Lanai and BBQ Mon-5203

Upscale Luxurious Ocean Resort Vistas

Upscale Luxurious Ocean Resort Vistas
5.0 star property
South Kihei
Upscale Luxurious Ocean Resort Vistas

Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)
5.0 star property
Kaanapali
Honua Kai Konea Collection by KBM - 3 Units on same floor (812/816/820)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
2.5 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)

Montage Kapalua Bay 6302 Free CAR KBM Resorts

Montage Kapalua Bay 6302 Free CAR KBM Resorts
2.5 star property
Kapalua
Montage Kapalua Bay 6302 Free CAR KBM Resorts

Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)
2.5 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 2 Units (6301/6401)

Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)

Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
2.5 star property
Kapalua
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
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Learn more about Wailuku

Nestled in Maui's heart, this historic town charms with its plantation-era buildings and laid-back vibe. Hike the 'Iao Valley State Park's lush trails, then explore local art galleries and savour Hawaiian cuisine at family-run eateries.

Wailuku featuring landscape views and mountains
Photo by Hawaii Visitors and Convention Bureau
Open Photo by Hawaii Visitors and Convention Bureau

Top Wailuku Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Wailuku?
The amount you pay for a 5-star hotel in Wailuku depends on factors such as when you plan to go and the length of your escape. An insider tip for scoring an awesome deal? Use our pricing filters to compare the available accommodation for your chosen dates.

  • Search for the lowest price per night from 9.473.545 ₫

What makes a hotel 5 stars in Wailuku?
From gourmet dining venues and 24-hour fitness centres to swimming pools and the finest bedding, the 5-star experience in Wailuku is all about comfort and indulgence. But it requires more than just top-notch amenities to get a 5-star rating. Accommodation also have to provide superb services like massage treatments, laundry and dry cleaning and 24-hour room service.
Are there any 5-star all-inclusive resorts in Wailuku?
Find a luxurious getaway that includes your room, meals, activities and entertainment in Wailuku with Expedia's filters. Search for hotels with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the purchase price. That way, you'll be ready to maximise the many perks on offer as soon as you arrive.